Holiday Single Family Homes For Sale - 227 homes

Remarks: Under contract-accepting backup offers. Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gated 55+ Key Vista Villas community, is perfectly situated between two preservation areas teeming with awe-inspiring Florida wildlife. Inside, the home shows like a model with soaring ceilings, crown molding, wide-plank luxury vinyl flooring, and an abundance of natural light throughout. The open layout creates an airy, tranquil feel that seamlessly blends indoor and outdoor living. The kitchen is both functional and stylish, featuring granite countertops, rich wood cabinetry, stainless steel appliances, a large single-basin stainless sink, updated lighting, and a generous island perfect for gathering. The adjacent living and dining areas flow effortlessly toward the expansive sliding glass doors, drawing your eye to the private screened lanai and sparkling heated pool: the true centerpiece of the property. With a gas pool heater added in 2025, the pool can reach temps as high as 105º, transforming it into your very own year-round spa-oasis! The covered outdoor seating area overlooks peaceful water views, creating a serene backdrop for entertaining or quiet mornings. The spacious primary suite offers a true retreat with high ceilings, ample natural light, and direct access to the lanai. The en-suite bath is upgraded and well-appointed, and the walk-in closet includes custom built-ins for organized storage. Secondary bedrooms are bright and welcoming, ideal for guests or a home office. Hurricane-resistant windows and an 8-foot sliding glass door provide added peace of mind, while plantation shutters add timeless character. Additional features include a central vacuum system, whole-house stereo system, and newer appliances, including a washer and dryer. The home sits in Flood Zone X, approximately 20 feet above sea level, with no flood insurance required and no impact from recent storms. HOA fees are collectively under $350/month and include lawn care, exterior house painting, cable, internet, and waste collection, offering a low-maintenance lifestyle. Residents enjoy access to two clubhouses, including a master clubhouse with tennis and pickleball courts, a fitness center, a pool, a hot tub, and social spaces. A private boat and RV storage lot is available, subject to availability. Just a short walk away is Key Vista Nature Park with sandy walking trails and Gulf access, and the Pinellas Trail runs just beyond the back gate, providing miles of paved paths. Nearby Anclote Gulf Park, Anclote River Park, and the Ben Harrill Recreation Complex offer even more recreational options. This home combines thoughtful upgrades, peaceful water views, and resort-style amenities in one of the area’s most desirable active adult communities. Book your showing today!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Christina Probeyahn (727-744-7211)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Welcome to this brand-new construction home in Holiday, FL — perfect for first-time buyers or savvy investors looking to add a turnkey property to their portfolio. This thoughtfully designed 3-bedroom, 2-bathroom home offers 1,232 sq ft of living space with an open-concept layout featuring a combined kitchen, dining, and living area that flows naturally for everyday living and entertaining. The spacious Master Suite is privately positioned, while Bedrooms 2 and 3 share a well-appointed full bath. Enjoy the convenience of an attached garage, a rear patio, and a welcoming entry lanai. Built to Florida's 2023 FBC standards with CMU block construction, fiberglass shingles, cementitious finish exterior, and energy-efficient windows — this home is built to last and built to code. Best of all, this property sits in No Flood Zone with No HOA and No CDD — meaning no flood insurance required and no extra monthly fees eating into your budget or your returns. Convenient to US-19, shopping, dining, and a short drive to Gulf beaches. Whether you're planting roots or building your rental portfolio, this one checks all the boxes.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Tonino Damiano (813-345-7487)

Remarks: Rare opportunity to own a fully updated home at this price point! NO HOA, NO CDD! This charming 2-bedroom, 1.5-bath home in Colonial Hills has been fully updated for modern comfort. NEW hurricane-rated tilting windows offer safety & energy efficiency. Fresh 2024 interior overhaul, spacious layout, & a location near Anclote Gulf Park, Key Vista Nature Park, Tarpon Sponge Docs & local nature trails.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Angelique Blake (248-808-9399)

Remarks: UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jesus Van Der Henst (727-772-0772)

Remarks: Under contract-accepting backup offers. Auction Property. Short Sale. * * FANTASTIC OPPORTUNITY * * Welcome to this 3-bedroom, 2-bath POOL HOME located in the heart of Holiday, FL. This home offers the perfect blend of comfort, style, and indoor-outdoor living. Step inside to find a bright, open floor plan with abundant natural light, spacious living and dining areas, and a thoughtfully designed layout ideal for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the main living area. The primary suite provides a relaxing retreat with large sliding doors that open to the screened patio. Two additional bedrooms offer flexibility for family, guests, or a home office. The fully fenced backyard offers privacy and space to unwind, entertain, or simply soak up the sunshine. Enjoy the warm Florida sun in the sparkling pool! Whether you're looking for a vacation home or a year-round residence, this home provides the perfect balance of comfort, convenience, and tranquility. * * PREMIUM LOCATION * * Easy access to multiple stores and restaurants. Just 4 miles away from Holiday's pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Under contract-accepting backup offers. Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office! Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings. The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar panels—bringing your electric bill down to $0! The kitchen and family room overlook a fully fenced backyard with plenty of room for parties, or dogs! Located in the popular gated Key Vista community with resort-style amenities: pool, spa, clubhouse, gym, courts, and more—just minutes from the Gulf and boat ramps!

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-230-3811)

Listing Agent: Anthony Terrell (330-812-4811)

Remarks: One or more photo(s) has been virtually staged. Affordable, updated, and ready for you! This move-in ready 3-bedroom, 2-bath home in Holiday, FL is a great opportunity for first-time homebuyers or investors. The home has been remediated following previous flood damage and renovated with numerous upgrades, including a new roof, new appliances, upgraded electrical panel, updated plumbing fixtures, new insulation, fresh drywall, and interior paint. Mold remediation was completed prior to renovation. Inside, the open-concept layout and ceramic tile flooring throughout create a clean, low-maintenance living space. Additional features include a one-car garage and a fully fenced backyard, perfect for relaxing, entertaining, or pets. Located just minutes from shopping, dining, parks, and beautiful Gulf Coast beaches, this home offers both convenience and value. Don’t miss this opportunity, make your appointment today!

Listing is courtesy of: ELLIOTT COASTAL REALTY LLC (727-576-4663)

Listing Agent: Linda Elliott (727-455-6743)

Remarks: Discover the charm of Florida’s Gulf Coast in this beautifully crafted waterfront home, set along Rocky Creek within the private and sought-after Bailey’s Bluff neighborhood. Tucked away on a peaceful street, the property showcases wide-open water views, stunning sunsets, and easy access to the Gulf, making it an excellent choice for boating enthusiasts and those seeking a relaxed coastal lifestyle. A private dock equipped with a 12,000-pound boat lift allows for convenient days out on the water, while the home’s history of no flooding from past storms or hurricanes provides added reassurance. Designed with both comfort and entertaining in mind, the residence seamlessly blends indoor and outdoor spaces, featuring large screened-in area with a heated private in-ground saltwater pool and a fully fenced-in backyard—ideal for gatherings or unwinding in the coastal air. The primary suite serves as a serene escape, complete with dual walk-in closets, access to both front and back balconies, and a well-appointed bathroom featuring double vanities and a spacious walk-in shower. On the lower level, an air-conditioned space adds versatility and is currently utilized as a recreation and game area, along with laundry facilities, a pool bath, and extra storage, all connected to a split two-car garage. Recent updates include a new roof installed in April 2025. Residents also have the option to join the community HOA for $100 a year, granting access to a private beach, clubhouse, and boat ramp. Conveniently located near Key Vista Nature Park and the waterfront attractions of Tarpon Springs, this property presents a unique opportunity to enjoy upscale coastal living in a tranquil setting.

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Michael Morton (727-580-0073)

Remarks: Under contract-accepting backup offers. “Attention investors and discerning buyers! This luxury property in Holiday is a once-in-a-lifetime opportunity just 7 min left to the beach! Completely rebuilt in 2026, everything is brand new: windows, doors, roof, air conditioning with modern lineal ducts—all completed in 2026. This home boasts a brand-new 2026 water heater, luxury ceramic bathrooms, and stunning ceramic flooring throughout. The terrace, with its wood finish and gazebo overlooking the water, is a private oasis. With three spacious bedrooms and three bathrooms, including a perfect in-law suite, every detail exudes sophistication. Modern cabinetry with quartz countertops creates a luxurious ambiance in the kitchen and throughout the open living space. The home also features a sleek modern garden, a fully updated electrical system (2026), and a brand-new electrical panel. This home is a smart home, with integrated speakers and a premium sound system for the ultimate living experience. This is a turnkey masterpiece—perfect for those seeking elegance, cutting-edge technology, and modern design. Don’t wait—schedule your tour today and join the elite who will call this home their own!”

Listing is courtesy of: SELLING USA, LLC (813-723-0086)

Listing Agent: Zuleidys Ares (813-723-0086)

Remarks: Welcome to one of Holiday’s most sought after 55+ gated communities, where privacy, comfort, and an active Florida lifestyle come together seamlessly. This beautifully maintained 2 bedroom, 2 bath home in Key Vista offers 1,555 square feet of well designed living space, along with a versatile office/flex room that can easily serve as a third bedroom, hobby room, or dedicated workspace. Situated on a rare homesite with no neighbor to the right or behind, this property provides exceptional privacy and tranquility. Inside, you’ll find an inviting open floor plan filled with natural light and thoughtfully designed for everyday living and effortless entertaining. The spacious kitchen is a highlight, featuring a large island, breakfast bar, pantry, and plenty of cabinetry ideal for meal prep, gatherings, and morning coffee. The oversized living and dining areas provide flexible layout options and a warm, welcoming feel. A screened-in lanai extends your living space outdoors, perfect for relaxing, dining al fresco, or unwinding while enjoying Florida’s calming breezes. The primary suite offers comfort and functionality with ample closet space and an ensuite bath. The guest bedroom and bath are equally inviting, offering privacy for visitors. Additional features include an attached two-car garage and dedicated laundry area. Residents enjoy low HOA fees, no CDD, and access to two clubhouses. One exclusively for 55+ residents with a private pool, plus a master clubhouse with a pool, spa, gym, tennis and pickleball courts, sand volleyball, playground, and more. On site RV and boat storage is also available for a small monthly fee. If you're looking to venture outside of the community there is nearby Key Vista Nature Park. Enjoy incredible sunsets or walk through one of the many nature trails to enjoy everything Gulf Coast living. This home is also close to parks, shopping, dining, and Gulf beaches. Everyday conveniences are also close at hand. This Holiday gem blends privacy, space, and resort-style amenities in an unbeatable location. Schedule your private tour today!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Ryan Retaleato (954-618-8116)

Remarks: Welcome to this fully renovated, move-in-ready home in the Tahitian Homes community! Virtually every inch of this property has been completely updated, featuring a bright and open floor plan with all-new tile flooring and brand-new windows throughout. The centerpiece of the home is the brand-new kitchen, which boasts all-new cabinetry, sleek stone countertops, and a full suite of stainless steel appliances. Both bedrooms have been refreshed with modern finishes, and the bathrooms feature new vanities, fixtures, and contemporary tile work. Additional updates include new interior doors, trim, and modern lighting fixtures. The exterior offers a spacious backyard with a chain-link fenced area. With no HOA fees and a location minutes from Gulf beaches, dining, and shopping, this home offers a true turnkey experience in an established neighborhood.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Stefan Nikic (727-643-1310)

Remarks: Under contract-accepting backup offers. Welcome home to this terrific coastal retreat in the highly desirable Beacon Square community of Holiday, FL. This beautifully renovated home sits on a uniquely elevated corner lot—offering the rare peace of mind of staying dry and avoiding flooding—with the added convenience of driveway access on both sides of the property. Inside, you’re greeted by a charming, open-concept floor plan that flows seamlessly from the entrance into a spacious kitchen boasting granite countertops, a mosaic backsplash, and updated cabinetry. Enjoy the cozy wood-burning fireplace adjacent to the oversized, climate-controlled Florida room that provides the perfect versatile space. Every detail has been meticulously updated for a move-in-ready experience, including a newer Goodman AC (2019), Pella Impact-resistant windows (2022), updated wiring, a two-year-old water heater, and a recently remodeled bathroom. Beyond the interior, you’ll find a private fenced backyard, a handy three-quarter bath in the garage, and an included generator for total preparedness. With no HOA or CDD fees to worry about, you are perfectly positioned to enjoy nearby gems like Key Vista Park, the Pinellas Trail, and local fishing piers, beaches, and golf courses.

Listing is courtesy of: REDFIN CORPORATION (617-458-2883)

Listing Agent: Sylvia Haddad (727-678-6984)

Remarks: REDUCED! Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,284 sq. ft. of comfort and updates throughout! Peace of mind comes easy with a new roof (2023), a 3-ton Lennox AC system (2018) with a 10-year warranty and digital thermostat, a 2-year-old water heater, newer electrical, and new hurricane-rated windows with hurricane shutters. The home is completely tiled for easy maintenance and features an updated kitchen, fresh paint, and spacious bedrooms. The owners are adding a new $3500 fence to the home for the buyers convenience. Enjoy Florida living with a front-screened porch, outdoor shower, and nicely landscaped yard. The property also includes solar panels (leased) for energy efficiency. The electric water heater can be switched out for solar. The solar hookup is there just not used. The garage is equipped with screen doors, and there’s ample parking with extra pads—perfect for guests or multiple vehicles. Best of all, this home is located in a non-flood zone (no flood insurance required) and is just minutes from the beaches, shopping, dining, and vibrant nightlife. Perfect for first-time buyers, retirement, or vacation living, this move-in ready home combines modern comfort with an unbeatable location! Seller addED a new fence for buyers convenience. Seller is motivated!

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Jeanine Affetto (727-967-4487)

Remarks: PRICE ADJUSTMENT !! Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Maria Gallace Gerelus (727-430-4617)

Remarks: Welcome to this 2-bedroom,1-bath home located in the heart of Holiday! This well-maintained residence offers approximately 1,004 sq. ft. of living space with a functional floor plan designed for comfortable everyday living. The home features a bright living area filled with natural light, a practical kitchen and generously sized bedrooms. Ceramic tile throughout for easy maintenance. Enjoy the spacious backyard-perfect for entertaining, pets or future outdoor upgrades. Conveniently located near shopping, dining, parks and just a short drive to Gulf Coast beaches. Easy access to Pinellas County! Don't miss this affordable opportunity to own a piece of Florida living!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Sheree Landreth (727-919-3713)

Remarks: Owner financing! Welcome to 3215 Bright Dr. in Holiday, a solid home offering comfort, privacy, and endless potential in a convenient location close to everything the Gulf Coast has to offer. Nestled in a quiet neighborhood, this property features spacious living areas filled with natural light, a functional layout perfect for everyday living and entertaining, and a generously sized yard ideal for relaxing or creating your own outdoor oasis. Whether you’re a first-time homebuyer, seasonal resident, or investor, this home presents an incredible opportunity with easy access to beaches, shopping, dining, parks, and major roadways. Seller is offering owner financing with only 10% down, 5.5% interest, and affordable monthly payments of approximately $1,280, creating a rare opportunity for buyers seeking flexible financing options. Enjoy the perfect blend of Florida lifestyle, value, and convenience.

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Helen Spanos (727-798-2195)

Remarks: Welcome Home. Charming home in a peaceful, low-maintenance neighborhood — no HOA and no CDD! This beautifully remodeled block home features 3 bedrooms and 2 baths with a smart split-floor plan that provides privacy and flow. The one-car garage and fully fenced backyard add convenience and security, while the tile floors throughout make upkeep easy. Interior highlights include a bright, open kitchen with stainless steel appliances, granite countertops plus a raised bar-height counter for casual dining, and a convenient pot filler off the backsplash. Both bathrooms have been fully updated and feature luxury vanities. Additional updates include a newer roof, updated HVAC, and a newer water heater. Back covered patio faced west for sunsets and there is plenty of room to add a swimming pool. Perfect for first-time buyers or investors looking for a rental-ready property (NO HOA Or Rental Restrictions). Enjoy Florida mornings and backyard sunrises, with easy access to shopping, dining, top-rated beaches, and the Historic Tarpon Springs Sponge Docks. Commuting is simple to Tampa, Clearwater, and St. Petersburg. Tours Available

Listing is courtesy of: FRANK ALBERT REALTY (813-546-2503)

Listing Agent: Sean Bowes (239-470-0236)

Remarks: This charming 2 bedroom, 1 bath home with Florida room(easy 3rd bedroom/office) offers newer flooring, fresh interior paint, and a 2024 roof for peace of mind. Beautiful paver patio in the back yard, great for grilling and chilling with family and friends. Large back porch is great for all 4 season! Ideally located near everyday conveniences and just a short drive to area beaches. Schedule your private showing today! A/C-2008, ROOF-2024.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)

Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)

Remarks: Live the Florida Dream in this Beautiful 2 Bedroom 2 Bath Block Home with Oversized Garage in Desirable Crest Ridge Gardens! Newer 2022 Dimensional Roof! Featuring Open Floor Plan with Terrazzo Floors through out. Eat in Kitchen with Newer Refrigerator and Stove. Bonus Room that can be easily converted into 3rd bedroom or office. Freshly Painted and Ready to Move in Today! So Many Extras! Large Fenced in Back yard with 2 Sheds, carport and Double Gates on each side of property to access backyard for parking RV, Boat, Camper, Trailer or any other Toys! Perfect Private Backyard for Buyer that needs Outdoor space! This property is located in an No Flood Zone X and has No Hoa fees or Cdd fees! Easy Access to Highway 19 and minutes from Beaches, Schools, Restaurants and Shopping! 3 Miles to Famous Tarpon Springs Sponge Docks! Call Today for your private showing!

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Linda Karpathios (727-488-5453)

Remarks: Currently tenant-occupied, but showings are available by appointment. Please contact the listing agent to coordinate access. Well-maintained, move-in ready home in a sought-after community available as either a turn-key rental or stunning personal residence.

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: Dan Bulka (801-979-5548)